Family-friendly holiday rentals in Searsport

A cozy seating area features a dark sofa adorned with decorative pillows, positioned near large windows allowing natural light. A small black and red checkered blanket is draped over a wooden bench. A vintage trunk and a black gas fireplace complete the inviting space.

4.95 out of 5 average rating, 388 reviews

Gothic Victorian Carriage House Apartment

This newly renovated carriage house was the original hayloft of the Gilkey House, a historic American Gothic Victorian built in 1879 by the renowned architect George Harding. Unique, private & luxurious, this 2 bdrm apartment is filled with designer touches. Bright & spacious living area is perfect for families & friends to gather, cook & create memories that will last a lifetime. Walk to the best restaurants and shops, the Farmer's Market, Oceanfront Harbor, trails, Front St. Shipyard & Marina.

FamilyKitchenAmenities

5.0 out of 5 average rating, 169 reviews

An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.

Home in Hampden

Cozy Cottage on the Penobscot – Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

FamilyIndoor spacesNearby

5.0 out of 5 average rating, 110 reviews

An open living area features a comfortable sofa, accent chairs, and a circular dining table with chairs. Large windows allow natural light and provide views of the surrounding nature. A neutral color palette with wooden accents enhances the relaxed atmosphere of the space.

Guesthouse in Searsport

Private oceanfront cottage- Steps to Penobscot Bay

Coastal, light and airy- this recently renovated cottage/ guest house is perfect for those seeking to explore all that Midcoast Maine has to offer. Each room offers panoramic views of spectacular Penobscot Bay. Watch for sailboats, eagles, seals and other wildlife from the deck, the Adirondack chairs, or from inside the home. Property is uniquely situated at the head of Penobscot Bay and offers stunning views of sunrise and sunset. Great amenities & comfort for guests. Perfect for couples.

KitchenFamilyComfort

4.98 out of 5 average rating, 219 reviews

The image captures a serene view of the water at sunset, with the sun reflecting on the surface. Framed by lush green foliage, a small rustic bench is positioned on the shore, inviting quiet moments of contemplation.

Cottage in Belfast

Quiet cottage on the bay

Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

FamilyKitchenDecor

4.92 out of 5 average rating, 125 reviews

A cozy living space is featured, showcasing a brown leather chair with a plaid throw. A rustic wooden coffee table sits in front of a cast-iron stove. A staircase with dark wooden railing leads to the upper level, while a modern kitchen is visible in the background.

Home in Belfast

Historic Stephenson Farm on 35 acre Mason Pond

This water front historic Stephenson Farmhouse is a cozy 3 bedroom farmhouse that sits on 5 acres with frontage on Lower Mason Pond. A bird lovers paradise along with sightings of beaver & river otters. Trail from house leads to waterfront, canoes, paddles & PFD’s and a picnic table. We’ve maintained the antiquity of the house along with many antique pieces of furniture. Enjoy amazing sunsets, expand your birding life list, pick apples and blueberries in season. . . on a nature preserve.

Indoor spacesFamilyHeating

An open living area features a modern futon and a mid-century armchair beside a simple coffee table. A colorful area rug covers the wooden floor, and kitchen appliances are visible in the background. Large windows allow natural light to brighten the space.

4.93 out of 5 average rating, 108 reviews

Cozy 2BR with Rustic Decor Near Downtown

Make yourself at home in our cozy two-bedroom, two-floor apartment in walking distance to downtown. Beautiful raw wood walls and ceiling, wood floors, and modern appliances and fixtures create a contemporary industrial interior design. A spiral staircase leads to two small bedrooms — one queen and one full — as well as a bathroom with full-body shower system. Two heat pumps with A/C keep you comfortable in any weather. A full-size futon in the living room provides space for extra guests.

KitchenFamilyParking

4.96 out of 5 average rating, 432 reviews

Belfast Harbor Loft | Downtown

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

Indoor spacesFamilyAmenities

The exterior of a two-story brick building is shown, featuring large windows and bright signage that reads 'Coffee & Bikes.' A bicycle is displayed in the window, and a teal bike is parked outside. Red adirondack chairs are arranged in front, adding a welcoming touch to the scene.

5.0 out of 5 average rating, 235 reviews

Harborview Escape Downtown Belfast

Enjoy a bright, sun-filled, stylish experience at this centrally-located 2nd floor apartment. This open concept, king bed studio apartment is perfect for a couple or a solo experience. (The bedroom space is defined but does not have a door.) Spacious and cozy with a well-appointed kitchen and washer/dryer. Lots of restaurants & shops nearby with a superb coffee bar downstairs. Belfast waterfront, Saturday morning United Farmers Market, and the fabulous Harborwalk just 2 blocks away.

FamilyIndoor spacesCondition

4.93 out of 5 average rating, 107 reviews

A covered outdoor seating area showcases a set of plush couches with vibrant blue cushions. A low table sits at the center, complemented by blooming flowers. The space offers unobstructed views of the water, with a flag gently waving in the breeze.

Home in Stockton Springs

Oceanfront Cottage Acadia-Camden -Belfast

Relax at this peaceful cottage just one hour from Acadia National Park. Centrally located in Mid Coast Maine, this home is the perfect location to spend time by the salt water or take day trips to the surrounding attractions. Small private beach and 3 other public beaches nearby. Kayak right in front of the property or relax by the wood fire pit and look out onto the water. This cottage offers everything you will need for a great escape from the demands of daily life.

FamilyKitchenQuiet

4.99 out of 5 average rating, 181 reviews

A screened porch offers a view of Penobscot Bay, featuring two green wicker chairs adorned with floral cushions. The scenery includes a lush lawn and Adirondack chairs positioned for relaxation, with water visible in the background and distant hills framing the horizon.

Cottage in Belfast

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

FamilyKitchenBathroom

4.97 out of 5 average rating, 464 reviews

The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.

Treehouse in Appleton

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Indoor spacesKitchenCheckout

4.92 out of 5 average rating, 135 reviews

A serene outdoor space features a cozy fire pit surrounded by log seating, amid a lush green forest. The rustic bungalow, with its wooden siding and large windows, sits adjacent to a wooden sauna. A patio umbrella provides shade over the entrance.

Cottage in Searsport

Canoe House Bungalow and Spa Retreat, Searsport

The best medicine for these times is a relaxing getaway in beautiful Maine. The Canoe House Bungalow and Spa Retreat will provide you with serenity, isolation and relaxation, and only walking minutes from many services. Our seven acres of managed hardwood forest, wood fired sauna and wood fired soaking hot tub is yours to enjoy at your leisure for a small fee ($35/$40 per use). Also, 1-2 well mannered pets allowed!

Indoor spacesKitchenPets

Popular amenities for Searsport family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 281 reviews

A charming modern cottage with a red exterior and a pitched roof stands amidst lush greenery. The covered porch is furnished with comfortable seating, inviting relaxation. Large windows allow natural light to enter, enhancing the welcoming atmosphere of the property.

Home in Northport

Cute Midcoast Cottage w Hot Tub

Indoor spacesKitchenLayout

4.93 out of 5 average rating, 259 reviews

A serene deck area features two wooden chairs and a small table overlooking a lush green lawn and tranquil water. The peaceful view includes trees framing the shoreline, offering a calming ambiance and connection to nature.

Home in Belfast

[Trending Now]Belfast City Park Ocean House

KitchenFamilyPool

Place to stay in Owls Head

A charming off-grid cabin stands amidst lush greenery, featuring large front windows framed by wooden trim. A picnic table with potted flowers occupies a gravel area in front, inviting outdoor gatherings. Solar panels are visible on the roof, showcasing eco-friendly energy use.

A comforting sweet off grid cabin near the beach!

FamilyKitchenAccuracy

4.98 out of 5 average rating, 311 reviews

4.97 out of 5 average rating, 191 reviews

A modern cabin is set against a backdrop of tall pine trees, featuring large windows that invite natural light. The exterior showcases a wooden deck with a seating area, complemented by a staircase leading to the entrance.

Cabin in Penobscot

Modern Cabin in the Pines • Hot Tub + Near Acadia

Indoor spacesKitchenCondition

4.91 out of 5 average rating, 130 reviews

Home in Penobscot

Delight<Farmhouse

KitchenFamilyParks

4.95 out of 5 average rating, 108 reviews

A charming lakefront home showcases large windows and a spacious deck. The exterior features a mix of green siding and natural stone pathways, with a fire pit surrounded by seating. Nearby, seasonal foliage adds vibrant color to the serene landscape.

Home in Otis

Tranquil lakefront retreat for nature lovers

KitchenIndoor spacesBackyard

4.97 out of 5 average rating, 304 reviews

The cabin's exterior features a colorful mural along one side, complemented by large windows. A spacious deck is furnished with black rocking chairs and a small table, surrounded by natural landscaping and gravel pathways.

Cabin in Lamoine

Unique, Whimsical Off-Grid Cabin

Indoor spacesKitchenCondition

4.95 out of 5 average rating, 327 reviews

A two-story post and beam house is set on a spacious green lawn, surrounded by trees and autumn foliage. The exterior features wooden siding with multiple windows, showcasing a blend of rustic charm and natural beauty.

Home in Swans Island

Hot Tub Time Machine

FamilyKitchenBreakfast

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 213 reviews

A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.

Guesthouse in Orland

Cozy cottage in Orland Village-Penobscot Bay area

KitchenIndoor spacesAmenities

4.93 out of 5 average rating, 348 reviews

The exterior of a single-story house is shown, featuring a brown shingled facade and a metal roof. Large windows provide ample natural light, and a white door adds contrast to the earthy tones. A flower pot sits at the entrance, complemented by greenery.

Home in Brooks

Cedar Swamp Farm

Indoor spacesKitchenAccess

4.91 out of 5 average rating, 111 reviews

A stretch of private beach features several teal Adirondack chairs arranged beneath bright red umbrellas. Smooth sand and gentle waves create a tranquil atmosphere, while sparse vegetation is visible along the shoreline, enhancing the serene coastal view.

Home in Stockton Springs

Private Beach, Bar Harbor, Acadia, 15 beds, Pets

Indoor spacesKitchenSleep quality

4.95 out of 5 average rating, 106 reviews

A cottage is positioned near the water's edge, surrounded by trees. Outdoor seating in the form of Adirondack chairs is visible, offering a view of the ocean. Steps lead from the door to the grassy area, which features a barbecue grill.

Cottage in Rockport

Cottages at Oakland Seashore (Cottage #8)

KitchenIndoor spacesNearby

4.98 out of 5 average rating, 127 reviews

A wooden dock extends into a calm lake, framed by distant hills and clear skies. The water's surface reflects the surroundings, creating a serene and tranquil atmosphere.

Home in Orland

Private Lakefront Cottage Close to Bar Harbor

FamilyKitchenLocation

4.99 out of 5 average rating, 138 reviews

A spacious living area features vaulted wood ceilings and large windows offering views of the lake. A cozy sectional sofa and a red accent chair are arranged around a patterned rug. A wooden dining table is positioned nearby, enhancing the open layout.

Cabin in Bucksport

The Sunset Chalet | PERFECT Location!

FamilyKitchenParks

5.0 out of 5 average rating, 116 reviews

The boathouse exterior features a two-story structure with a wraparound deck overlooking the harbor. A small patio area is furnished with a round table and four chairs. Lush green grass surrounds the building, and a winding brick path leads to the dock area by the water.

Cottage in Islesboro

Islesboro Boathouse

KitchenFamilyWi-Fi

4.94 out of 5 average rating, 243 reviews

A log cabin is situated on a grassy expanse beside the water, surrounded by trees displaying vibrant autumn foliage. A private dock extends into the lake, providing access for boating activities, while the spacious lawn offers plenty of room for outdoor enjoyment.

Home in Stetson

Lakefront Log Cabin on Pleasant Lake

FamilyKitchenCheckout

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 372 reviews

Home in Bangor

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

KitchenFamilyGetting around

4.94 out of 5 average rating, 117 reviews

Home in South Thomaston

Large private area, close to Rockland

FamilyIndoor spacesQuiet

5.0 out of 5 average rating, 46 reviews

The house is set on a grassy hill, surrounded by neatly trimmed bushes and rocks. A welcoming porched area wraps around the front, and the roof features dormer windows. The backdrop consists of a clear blue sky with scattered clouds, creating an inviting atmosphere.

Home in Belfast

Gorgeous house with a view

Indoor spacesKitchenHospitality

4.84 out of 5 average rating, 44 reviews

Cottage in Belfast

Oceanfront Shore Cottage - Newly Renovated

Indoor spacesKitchenWalkability

5.0 out of 5 average rating, 9 reviews

Cabin in Orland

Camping Cabin

FamilyBreakfastLocation

Superhost

Apartment in Oakland

The heart of the Belgrade lakes

FamilyKitchenWalkability

4.85 out of 5 average rating, 74 reviews